[Leaked AI Memos] No one had said this (aloud).
LEAKED AI MEMOS PAINT AN UNIGNORABLE PICTURE
They weren’t meant for us. That’s why they matter.
In the span of ten days, internal memos from the CEOs of Shopify, Duolingo, and Fiverr leaked online. These weren’t PR moves or white papers- they were direct messages to their teams about how urgent, disruptive, and high-stakes AI has already become.
And while the language varies, the underlying message is consistent:
We are not preparing for AI.
We are in a race to survive it.
Each of these companies has come to the same conclusion. They aren’t just adopting AI tools- they’re rebuilding their companies around them.
The stakes aren’t “getting ahead.”
The stakes are figure it out or fail.
Let’s break down what each leader said, what’s at risk, and what property managers need to learn from it—before the window to act closes.
Shopify – “Reflexive AI Use is Now Required”
Shopify CEO Tobi Lütke opens with a calm but pointed reality: AI is no longer just a productivity tool. It’s becoming a reflex.

He doesn’t just endorse AI—he models it. From using agents to write keynote presentations to setting AI integration as a new standard in team reviews, he’s made it clear: AI isn’t extra, it’s expected.
Steal-able Ideas From This One:
- AI use is now included in performance reviews.
- Teams must prove why a task can’t be done by AI before requesting headcount.
- Everyone, from the intern to the exec team, is expected to be hands-on.
This memo wasn’t a future vision. It was a policy update. Shopify is scaling AI now, and the people who don’t keep up will be left behind.
The best time to learn AI was six months ago.
The second best time is today.
🟠 MEMO 2: Duolingo – “We’re Rebuilding Around AI”
Duolingo CEO Luis von Ahn draws a sharp parallel. In 2012, they bet everything on mobile—and won. In 2024, they’re doing it again, this time with AI.
His message? This is not a tweak. This is a full rearchitecture.

AI is not just about productivity. It’s the only way they can deliver on their mission at the scale of today's market demands. Every assumption about team structure, workflows, and hiring is being re-evaluated with AI at the center.
Not So Radical Things He Implemented (And You Can Too):
- Contractors are being phased out if AI can handle the work.
- AI proficiency is now a hiring and performance metric.
- Teams are expected to design their systems “AI-first”—not AI-assisted.
This isn’t an efficiency play. It’s a survival plan. The companies that try to bolt AI onto their old systems are already falling behind those who are rebuilding from zero.
Reinvention isn’t radical anymore. It’s required.
🔴 MEMO 3: Fiverr – “AI is Coming for Your Job. And Mine.”
Fiverr CEO Micha Kaufman skips diplomacy and goes straight to the truth. AI isn’t just a trend. It’s an existential threat.
He tells his team plainly: “AI is coming for your job. Heck, it’s coming for mine.”

Unlike the other memos, this one doesn’t coach. It warns. The only way forward, he says, is radical reinvention at the individual level.
His seven survival mandates:
- Master the AI tools in your domain. Don’t wait.
- Learn from those around you who are ahead.
- “Google is dead”- you must become a prompt engineer.
- Time is your most valuable asset - act like it.
- Never ask for more resources until you’ve explored how AI could solve it.
- Know the strategy. Contribute to it.
- Stop waiting for growth opportunities. Create them.
This isn’t a strategy memo.
It’s a call for a career intervention.
⚫ FOR PROPERTY MANAGERS: THIS IS YOUR JOB NOW.
You’re not just managing property. You’re managing transformation.
Still thinking this is a tech company problem? Think again.
Every CEO we’ve just looked at came to the same conclusion, across completely different industries: AI isn’t optional, and the burden of leadership is now personal.
No one is coming to lead this shift for you.
That responsibility falls on you—and you alone.
So how do you lead your team through this storm?
Here’s what I’m taking from the CEOs above- and committing to practice, myself:
- Lead from the front.
If you’re not using AI yourself, you’ve already lost credibility. Start now. Show your team what it looks like. - Set a new default.
Your team should be asking: “Can AI do this?” before they assign a task. If not, why not? - Reward experiments, not perfection.
Don’t wait for polished. Reward curiosity. Encourage exploration. Share what works. - Integrate AI into your culture.
Make it part of reviews. Bring it into hiring. Ask about it in one-on-ones. Make it the norm.
You don’t need to be an expert.
You just need to be obsessed with getting there.
⚠️ THE REAL STAKES: WHY “TOO EARLY” IS NO LONGER A THING
What used to take years now takes quarters. Are you ready?
In the past, we had a name for the pace of innovation: Moore’s Law. It said computing power doubled roughly every 18–24 months. That gave companies time to learn, wait, adopt, and profit.
That pace defined an entire era.
Today? AI is moving 4x faster.
We’re now doubling capability every 6 months. Do the math:
- In the time it took one Moore’s Law cycle to double, AI will have grown 16x.
- Wait two years, and you’re 64x behind.
That’s not just a head start. That’s a new category of company.
Survival now depends on:
- Developing foundational skills like prompting and automation logic.
- The amount of tools you test when they come out- not after everyone else has figured it out.
- Letting go of “getting it right” and committing to “being all in.”
You will never regret moving too early.
But you might never recover from moving too late.
✅ THE MOVE: VENDOROO IS WHAT “IMPOSSIBLE” LOOKS LIKE—NOW POSSIBLE
Every CEO we just heard from said the same thing:
AI isn’t just making things faster. It’s making impossible things doable. And the teams willing to chase that leap? They’re the ones who will survive.
What was once impossible, is the new hard.
What was once hard?
Will be automated.
That’s why Vendoroo exists.
We’re not trying to help you get a little more efficient. We’re solving what’s been untouchable to every other vendor: owning maintenance, start to finish.
“We’re the only company in property management willing to say: AI can own maintenance completely. And then prove it.”
We’re so many things those memos were talking about.
- The answer to “what does AI-First maintenance look like?”
- The people pushing AI to the max that you can surround yourself with
- A 10x multiplier of 10xers
Read the memos again.
You’ll see it.
🟩 [Book a Demo – Don’t Fall Behind]
Pablo Gonzalez
Chief Evangelist at Vendoroo